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Map of Windsor Point
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Neighborhood · Kissimmee, Florida

Windsor Point

An easygoing Kissimmee address close to the theme parks

4

Homes for sale

$424,500

Median list price

$229

Avg price / sqft

33

Median days on market

Search Windsor Point on the map

Windsor Point is a compact residential pocket of Kissimmee built for people who want a quiet street and a short commute in equal measure. Homes here run around 1,797 square feet, and the location puts Walt Disney World about 24 minutes away and Orlando International Airport roughly 27 minutes out — handy whether you work in hospitality or just like weekend trips to the parks. It sits among some of the area's best-known communities, from Storey Lake to Solara, giving buyers plenty of nearby character to compare against.

The market here is small and steady rather than frantic. With just four active listings and a median list price of $424,500, inventory is tight, but homes are moving in about 33 days and sellers are collecting roughly 98% of asking. That combination tells you well-priced homes get taken seriously, so a prepared buyer should be ready to act when the right one lists.

Windsor Point is a community in Kissimmee, Florida.

Quick facts

$400,000$450K price range

1,797 sqft median home

$80/mo median HOA

3 sold in 12 months

Drive times

Walt Disney World24 min
Orlando Int’l Airport (MCO)27 min
Universal Orlando33 min
Downtown Orlando34 min

On the market now

Homes for sale in Windsor Point

Every active listing inside the Windsor Point boundary

Open full map search →

The numbers that matter

The Windsor Point market

3

Sold, last 12 months

$430,000

Median sold price

97%

Sale-to-list ratio

What sellers actually get vs asking

123 days

Median time to sell

Windsor Point vs Kissimmee

Median list price

Windsor Point$425K
Kissimmee Co.$380K

Price per sqft

Windsor Point$229
Kissimmee Co.$216

Days on market

Windsor Point33d
Kissimmee Co.45d

Median sold price — 3-yr, 3-mo rolling

4.9% yr/yr

$400K$415K$430KJan ’24Apr ’26

Homes sold per month

011Jan ’24Apr ’26

Live Stellar MLS data — every listing and closed sale inside the Windsor Point boundary. Rolling medians smooth single-month swings in small communities.

For the school run

Schools Windsor Point is zoned for

Attendance boundaries overlapping this community — always verify zoning with the district.

What it really costs

Owning here

Owning the median Windsor Point home

$2,898/mo

Principal & interest $2,237
Property tax $371
HOA / fees $80
Insurance (est.) $210

$424,500 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$80/mo

Median HOA

From current listings inside the boundary

Population

1,562

Median age

32

Median income

$70,575

Median home value

$265,600

Beyond the listings

Living in Windsor Point

Hobbies & Interests

Top 12% in the U.S.

Wanderlust

Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.

Top 22% in the U.S.

Pieces of History

You can find these people researching an upcoming exhibit at the natural history museum or learning about a famous monument. This population enjoys learning about the past.

Lifestyles

Top 24% in the U.S.

Nerd Culture

These people aren't afraid to nerd out. Common activities include comic books, video games, and often intellectual pursuits.

Appearance oriented

Top 25% in the U.S.

Body Art

Who says the body isn't a canvas? This population loves talking about tattoos, body art and piercings.

Attitudes

Deal Seekers

These people are hunting discounts, contests, and promotions. The population loves a good sale, and they can't wait to share their bargain finds and winnings with friends and family.

Active

Outdoor Adventures

Appreciating the outdoors, this population wants to actively engage with nature. Whether it's finding a new hiking trail or looking for the perfect spot to catch the sunset, they seek to explore the world around them.

On the calendar

Near Windsor Point

Jul

11

Sat

Sunset Saturday Artisan Market

Visitors will revel in the lively Sunset Saturday Artisan Market, teeming with local crafters and unique vendors from Central Florida. Event-goers can enjoy rhythm-filled…

Jul

11

Sat

Sunset Craft, Food, and Drink Market

This market is a bubbling hub of creativity with over 20 artisan vendors from across Florida. Attendees can indulge in hand-crafted food and beverages while dancing to th…

Jul

11

Sat

Promenade Second Sunday Car and Truck Show

The Second Sunday Car and Truck Show is a monthly gathering of classic to modern vehicles of all makes and models, complete with a DJ spinning a mix of classic rock and t…

Jul

11

Sat

Bands, Brew, and BBQ

Bands, Brew, and BBQ delivers the ultimate combination of great music, mouthwatering barbecue, and refreshing craft beer. With live performances by talented artists, an a…

Jul

12

Sun

Rumba Brunch

11:30am

Every Sunday, attendees have the opportunity to immerse themselves in the authentic rumba music played live by wandering guitarists and vocalists. To accompany the riveti…

Jul

24

Fri

Taste of Wisconsin

Taste of Wisconsin is a must-visit annual event for food enthusiasts looking to indulge in the state's culinary delights. With over 100 food vendors offering a variety of…

People who close here

Our Kissimmee experts

Straight answers

Windsor Point FAQs

Is Windsor Point a good place to live?+

It's a quiet residential neighborhood with strong location perks — Walt Disney World is about 24 minutes away and Orlando International Airport around 27. Families also have Osceola County School for the Arts among the assigned schools, and the modest $80 median HOA keeps day-to-day costs reasonable.

Is Windsor Point expensive?+

It sits in a comfortable mid-market range, with a median list price of $424,500 and active homes running from $400,000 to $450,000. That's a fairly narrow band, so you know roughly what to budget compared to pricier nearby options like Solivita.

What do homes cost in Windsor Point?+

Homes here average about $229 per square foot at a median size of roughly 1,797 square feet, which works out to a median list price of $424,500. Over the past year, four homes sold at a median price of $412,500.

How is the market in Windsor Point?+

It's a small, steady market with just four active listings and four sales in the last 12 months. Homes take a median of 33 days to sell and sellers net about 98% of asking, so realistically priced listings don't linger.

What about HOA fees and property taxes?+

The median HOA here is about $80 a month, which is on the lighter side for the Kissimmee area. Property taxes run around $4,448 a year at current values, so factor both into your monthly carrying cost.

Keep exploring

More Kissimmee neighborhoods

Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

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